Dimethyl Sulfoxide → 3-acetoxy-8-methyl-2-(4-methylphenyl)-1,5-benzothiazepin-4(5H)-one

HRID 1033483Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1033483
[OH:1][CH:2]1[C:8](=[O:9])[NH:7][C:6]2[CH:10]=[CH:11][C:12]([CH3:14])=[CH:13][C:5]=2[S:4][CH:3]1[C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23].CS(C)=O.N1C=CC=CC=1>C1(C)C=CC=CC=1>[C:22]([O:1][C:2]1[C:8](=[O:9])[NH:7][C:6]2[CH:10]=[CH:11][C:12]([CH3:14])=[CH:13][C:5]=2[S:4][C:3]=1[C:15]1[CH:16]=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=1)(=[O:24])[CH3:23]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 136527352,3-dihydro-3-hydroxy-8-methyl-2-(4-methylphenyl)-1,5-benzothiazepin-4(5H)-one

Produkt 1

HCID 190261413-acetoxy-8-methyl-2-(4-methylphenyl)-1,5-benzothiazepin-4(5H)-oneAusbeute 70,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 2,3-dihydro-3-hydroxy-8-methyl-2-(4-methylphenyl)-1,5-benzothiazepin-4(5H)-one (30.0 g), acetic anhydride (50 ml), dimethylsulfoxide (100 ml), pyridine (3 ml) and toluene (100 ml) is stirred at room temperature for 4 days, and the mixture is treated in the same manner as in Reference Example 1-(1) to give 3-acetoxy-8-methyl-2-(4-methylphenyl)-1,5-benzothiazepin-4(5H)-one (24.0 g).

Quellen und Nachweise

ORD-Eintrag
ord-483be5c1f65b4e268e9d73ed832c6dd7
Quelldatensatz
uspto-grants-1994_05
Patentnummer
US05310904

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